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974 guest houses

the Cliff House: Paradise Suite

Keaau guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Rental types Mountain Views Waterfront

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Price per night from

$331

Magic Sands Retreat dba

Kailua-Kona guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Rental types Mountain Views Waterfront

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Price per night from

$166

the Cliff House

Keaau guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Mountain Views Waterfront

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Price per night from

$411

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Panoramic Oceanfront In Kahana/Lahaina

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$315

Marriott Kauai Beach Villa 1 Bdrm Vacation Rental

Lihue villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$476

Romantic Beachfront Getaway

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$212

Heavenly Enchanting Waterfall in Hilo

Hilo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 41 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$206

Na Hoa River Home, Near Kalapaki Bay, AC Comfort! TVNC #1313

Lihue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Family honeymoon!” This was an absolutely wonderful home!! We couldn't have asked For a better place to stay! Everything we needed was already there! The location was great, we loved it when there was a cruise ship in the Harbor, you can see it from the deck!! It truely felt like a home away from Home (I personally liked it better than my own home!) We can't say thank you enough to the owners and rental company For making our trip so enjoyable!! Mahalo The Ferreira's

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$672

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$695

Waipouli Beach Resort C105 - Ground Floor, Garden views, central A/C, W/D

Kapaa apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“will go back for sure” it was a great experience great location, great place I will definetly go back

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$315

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$300

Steps to Kailua Beach; Newly Remodeled, Spacious home w/heated pool.

Kailua house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$1,596

“Recomendation” It would be nice to have ceiling fans in the bedrooms and a light over the dining table. I did not receive a conformation with my room entry code number, had to get security to let us in. A guest from Billings, MT

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$315

Mana Kai 809C

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 54 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$493

Kona Mansions C206

Kailua-Kona condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 54 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$124

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$217

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$302

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$188

Sealodge E6 - direct oceanfront views all the way to Kilauea lighthouse!

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$222

Sealodge C7-oceanfront views, top floor privacy, bright tropical interior

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$230

Puu Poa 405- 2000sf luxury, whale watcher's dream! Huge lanai w/BBQ+telescope

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$336

Whale watcher delight-oceanfront penthouse with hi-speed internet

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$242

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$185

Sealodge D7-oceanfront with pool,BBQ,wifi,free parking, secluded beach nearby

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$215

Sealodge G8-oceanfront views and top floor privacy, pool,near secluded beach.

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$210

Oceanfront corner penthouse, prime views from every room! Great kitchen+bath.

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$243

Sealodge J1-ground floor with oceanfront views,king bed, pool & more

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$240

Sealodge E10-oceanfront and updated, top floor, perfect for honeymoon

Princeville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$244

Sealodge A6-the BEST oceanfront view from updated romantic Hawaiian gem

Princeville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$220

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$275

Alii Kai 3103 -watch for whales from oceanfront lanai! View from every window

Princeville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$272

Beachfront, Spectacular Views, Close to Everything

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$310

Absolute OCEANFRONT on Banyan's Surfing Beach!

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing Beachfront Location! Can't be beat!” We had the pleasure of staying in this beautiful condo in august-September. It was the perfect set-up for our family trip. Our four-year old twin daughters and our mothers joined us and we couldn't have asked for more. It was clean, with a well appointed kitchen, stocked with everything we could possibly ask for. The furnishings were clean and comfortable, the beds and bedding were cozy and clean. The best feature of this venue however is the waterfront lanai. We enjoyed sitting out dining al fresco, watching the ocean views and amazing sunsets over the ocean. The sandy beach below is literally fifty feet away and a perfect place for kids! Our girls absolutely loved the little beach and it was a daily favorite on our agenda. The grands could watch the girls having fun below, without ever leaving the house. We enjoyed grilling out several times on on the waterfront grassy BBQ area. The grills are spotless and maintained and cleaned daily. The grounds were safe and secure. The location is close to downtown Kona, shopping, restaurants and groceries in either direction, not to mention great pit stop for sight seeing locations and beaches. We had a couple of challenges arise during our 11day stay, but the owner took care of things for us and made sure things were made right. The only other concern we had was the humidity in late august, which was sometimes heavy, but with screens open and fans running it was manageable. Over all we loved our vacation and wouldn't change a thing. We'll now also be spoiled to oceanfront accommodations and the sound of the waves beneath our windows. We would recommend this rental, and would return again! Thanks Kathy & Bruce.

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$224

BEST KEPT SECRET ON MAUI. OCEANFRONT 2B, 2B LUXURY CONDO AT AFFORDABLE PRICE

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Peaceful and relaxing” We had a relaxing stay at this condo. The pool and common areas were well kept and our neighbors were polite and friendly. We did not use the beach access here but did drive to nearby beaches. The condo had some upgrades such as the large kitchen island. In fact, the openness of the kitchen to the living room was very nice. We also enjoyed the lanai for eating meals and for whale watching. Watching the sunset from the property was a favorite way to end the day. The amenities were improving with the addition of new washers and driers in the community laundry room. Some may find this condo to be more rustic than luxurious but it met our expectations within the price point as cozy and a nice place to stay after adventure filled days. A big plus is that this condo community seems to attract a very considerate group of people. It was peaceful and relaxing to stay here and our overall impression was favorable.

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$373

Beautiful Napili Shores Condo Inquire for Specials

Napili-Honokowai condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$172

Ocean Front Penthouse Best View in Kihei

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Amazingly Remarkable Vacation Spot” We found our paradise !! My husband and I really enjoyed our stay at Sugar Beach Resort in Maui. The view is amazing! How wonderful to hear the waves crashing just below. Soothing and so romantic! So nice to be able to cook meals in and also use the Bbq's at the pool. My husband enjoyed meeting other guy's cooking at the Bbq's. It was quite the social atmosphere. We have been to Maui several times and really liked the location of your condo. So much better than staying in a motel with all the amenities you provided. Thank you so much for the wonderfully decorated tropical atmosphere we had an amazing vacation and will be booking again real soon.

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$487

PAPAYA 3 at Tiki Moon Villas 3bd/1ba

Laie house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 42 minutes

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$498

Punaluu Beach 1bd/1ba Condo, #401

Punaluu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“Relaxing stay in Punalu'u” Our family stayed in condo #401, it was perfect and exceeded our expectations. The condo has everything you need and more. We had an incredible vacation. The condo has a gorgeous view of the ocean and a big, comfy balcony to sit on and enjoy the view! It's just a short walk across the lawn to the water. The condo itself is lovely and clean with a complete kitchen, not lacking anything a cook would need. We had a lot of meals in the condo and that helps too if you're on a special diet or just want to save on meals. The beds are very comfortable too! It's the perfect place for a family with kids to stay, everything you need is there, even a washer and dryer! Punalu'u is serene and beautiful. We plan on returning soon!

2 of 3 match: Rental types, Mountain Views, Waterfront

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Price per night from

$230

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